Hydrochloric Acid → HCID 14662153, compound

HRID 413662Notes

Reaction equation

HRID 413662 reaction equation
C1(=O)NC(=O)C2=CC=CC=C12.[N:12]1([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]2C(=O)C3C(=CC=CC=3)C2=O)[CH:16]=[CH:15][CH:14]=[N:13]1.NN.Cl>CO>[N:12]1([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])[CH:16]=[CH:15][CH:14]=[N:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6809PhthalimideHCID 9321HydrazineHCID 14662145HCID 14662145, compound

Product 1

HCID 14662153HCID 14662153, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the phthalimide such as 2-[5-(1H-1-pyrazolyl)pentyl]-1,3-isoindolinedione and hydrazine (one equivalent) in methanol were heated to reflux temperature for 12 hours and cooled. 1 N HCl (1-5 equivalents) was added and the mixture was filtered and washed with methanol and water and then concentrated to give 5-(1H-1-pyrazolyl)-1-pentanamine as a viscous oil. (Scheme 1G)

Workup

  1. temperaturewere heated
  2. temperatureto reflux temperature for 12 hours
  3. temperaturecooled
  4. filtrationthe mixture was filtered
  5. washwashed with methanol and water
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e782bab9b21b4436ab5f1cf5ef9bfbd4
Source dataset
uspto-grants-2003_05
Patent number
US06569856B2

Reaction notes

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